تفاعل #46392

معادلة التفاعل

sulphuric acid

N-(1,1-dioxo-2,3-dihydro-1H-1λ6-benzo[b]thiophen-5-yl)-2-[(E)-hydroxyimino]acetamide

→

desired compound

المردود 52.5%

3,3-dioxo-1,2,3,6-tetrahydro-3λ6-thieno[3,2-e]indole-7,8-dione

المردود 52.5%

المذيبات

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONAfter the addition
2. 2
   درجة الحرارةthe reaction mixture was heated to 90° C.
3. 3
   درجة الحرارةto cool to RT
4. 4
   workup.STIRRINGbriefly stirred
5. 5
   أخرىAfter separation of the phases
6. 6
   أخرىthe solid which formed
7. 7
   ترشيحwas filtered off with suction
8. 8
   غسيلwashed with diethyl ether
9. 9
   أخرىdried in a drying oven at 50° C. overnight

الإجراء التجريبي

6.74 ml (126.38 mmol) of conc. sulphuric acid were introduced into a three-neck round-bottom flask with thermometer and high-efficiency condenser and heated to 70° C. 3.06 g (12.04 mmol) of N-(1,1-dioxo-2,3-dihydro-1H-1λ6-benzo[b]thiophen-5-yl)-2-[(E)-hydroxyimino]acetamide were then added in portions over the course of half an hour, during which the mixture became dark reddish brown in colour. After the addition was complete, the reaction mixture was heated to 90° C. and stirred at this temperature for one hour. For working up, the reaction mixture was allowed to cool to RT and was then added to a mixture of ice-water (110 ml) and ethyl acetate (25 ml) and briefly stirred. After separation of the phases, the solid which formed was filtered off with suction, washed with diethyl ether and dried in a drying oven at 50° C. overnight. 1.50 g of the desired compound were obtained.

المصدر